5445-86-3

Basic information

• Product Name: 2-acetylphenyl p-anisate
• Synonyms: 2-acetylphenyl p-anisate;4-Methoxybenzoic acid 2-acetylphenyl ester;2-Acetyl-1-phenyl 4-methoxybenzoate;Benzoic acid, 4-methoxy-, 2-acetylphenyl ester;Nsc22359;2-ACETYLPHENYL 4-METHOXYBENZOATE
• CAS NO: 5445-86-3
• Molecular Formula: C₁₆H₁₄O₄
• Molecular Weight: 270.27996
• EINECS: 226-655-4
• Mol File: 5445-86-3.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 458.9°Cat760mmHg
• Flash Point: 205.4°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 1.32E-08mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 2-acetylphenyl p-anisate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-acetylphenyl p-anisate(5445-86-3)
• EPA Substance Registry System: 2-acetylphenyl p-anisate(5445-86-3)

Safety Data

• Hazardous Substances Data: 5445-86-3(Hazardous Substances Data)

Usage

General Description

2-acetylphenyl p-anisate, also known as acetophenone p-anisic acid ester, is a chemical compound consisting of an acetophenone group and a p-anisic acid ester group. It is a white, crystalline solid with a sweet, floral odor. 2-acetylphenyl p-anisate is commonly used in the manufacturing of flavors and fragrances due to its pleasant scent. It is also used as a synthetic intermediate in the production of pharmaceuticals and other organic compounds. Additionally, it has potential applications in the field of organic chemistry as a versatile building block for the synthesis of various chemical compounds.

InChI:InChI=1/C16H14O4/c1-11(17)14-5-3-4-6-15(14)20-16(18)12-7-9-13(19-2)10-8-12/h3-10H,1-2H3

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-09-4 4-methoxybenzoic acid 
• 105-13-5 4-Methoxybenzyl alcohol 
• 637-69-4 4-Methoxystyrene 
• 104-93-8 p-methylanizole 
• 35115-15-2 2-(propionylacetyl)phenol 
• 123-11-5 4-methoxy-benzaldehyde 
• 122-79-2 Phenyl acetate 

Downstream Products

• 4143-72-0 1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione 
• 121-98-2 methyl 4-methoxybenzoate 
• 118-93-4 o-hydroxyacetophenone 
• 36695-25-7 2'-(4-methoxybenzoyloxy)-2-bromoacetophenone 
• 148788-26-5 (Z)-3(2-hydroxyphenyl)-1(4-methoxyphenyl)-3-oxo-prop-1-en-1-ol 
• 73910-85-7 3-bromo-2-(4-methoxyphenyl)-4H-chromen-4-one 
• 83548-84-9 2-Bromo-1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propane-1,3-dione 
• 61495-70-3 3-(4-methoxyphenyl)-5-(2-hydroxyphenyl)-isoxazole 
• 1433961-80-8 3-(4-hydroxybenzyl)-1-(4-methoxyphenyl)chromeno[2,3-c]pyrrol-9(2H)-one 
• 1435773-43-5 3-(4-(tert-butoxy)benzyl)-1-(4-methoxyphenyl)chromeno[2,3-c]pyrrol-9(2H)-one 
• 80649-91-8 3-(4-Methoxy-phenyl)-1-phenyl-1H-benzo[4,5]furo[3,2-c]pyrazole 
• 10173-84-9 2-(4-methoxybenzoyl)-3(2H)-benzofuranone 
• 81902-09-2 2-(5-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-3-yl)phenol 

Relevant articles and documents

Copper-catalyzed chemoselective oxidative o-aroylation of 2-acetylphenols, alkyl salicylates and 1,3-dicarbonyl compounds using styrene derivatives

A novel copper-catalyzed chemoselective oxidative O-aroylation of 2-acetylphenols, alkyl salicylates and 1,3-dicarbonyl compounds with a wide range of styrene derivatives are described. This approach provides an efficient chemoselective preparation of phenol, alkyl salicylate and enol esters in good to excellent yields. This method represents an alternative protocol for the classical esterification reactions.

Trypanocidal activity of flavanone derivatives

Chagas disease, also known as American trypanosomiasis, is classified as a neglected disease by the World Health Organization. For clinical treatment, only two drugs have been on the market, Benznidazole and Nifurtimox, both of which are recommended for use in the acute phase but present low cure rates in the chronic phase. Furthermore, strong side effects may result in discontinuation of this treatment. Faced with this situation, we report the synthesis and trypanocidal activity of 3-benzoyl-flavanones. Novel 3-benzoyl-flavanone derivatives were prepared in satisfactory yields in the 3-step synthetic procedure. According to recommended guidelines, the whole cell-based screening methodology was utilized that allowed for the simultaneous use of both parasite forms responsible for human infection. The majority of the tested compounds displayed promising anti-Trypanosoma cruzi activity and the most potent flavanone bearing a nitrofuran moiety was more potent than the reference drug, Benznidazole.

Design, synthesis and biological evaluation of 2-Phenyl-4H-chromen-4-one derivatives as polyfunctional compounds against Alzheimer’s disease

Polyfunctional compounds comprise a novel class of therapeutic agents for the treatment of multi-factorial diseases. A series of 2-Phenyl-4H-chromen-4-one and its derivatives (5a–n) were designed, synthesized, and evaluated for their poly-functionality against acetylcholinestrase (AChE) and advanced glycation end products (AGEs) formation inhibitors against Alzheimer’s disease (AD). The screening results showed that most of them exhibited a significant ability to inhibit AChE AGEs formation with additional radical scavenging activity. Especially, 5m, 5b, and 5j displayed the greatest ability to inhibit AChE (IC50 = 8.0, 8.2, and 11.8 nM, respectively) and AGEs formation (IC50 = 55, 79, and 54 μM, respectively) with good antioxidant activity. Molecular docking studies explored the detailed interaction pattern with active, peripheral, and mid-gorge sites of AChE. These compounds, exhibiting such multiple pharmacological activities, can be further taken a lead for the development of potent drugs for the treatment of Alzheimer’s disease.